4'-(6-cyano-2-naphthamido)biphenyl-3-carboxylic acid | 1360630-40-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4'-(6-cyano-2-naphthamido)biphenyl-3-carboxylic acid
• 英文别名: 3-[4-[(6-Cyanonaphthalene-2-carbonyl)amino]phenyl]benzoic acid
• CAS: 1360630-40-5
• 化学式: C₂₅H₁₆N₂O₃
• 分子量: 392.414
• InChiKey: XONWOWIZIIMIRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,6-萘二羧酸二甲酯 在 吡啶 、 氯化亚砜 、 lithium hydroxide monohydrate 、 氨 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 三氟乙酸酐 、 potassium hydroxide 、 lithium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 48.25h， 生成 4'-(6-cyano-2-naphthamido)biphenyl-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and evaluation of non-basic inhibitors of urokinase-type plasminogen activator (uPA)

  摘要：

  Recent drug discovery programs targeting urokinase plasminogen activator (uPA) have resulted in non-peptidic inhibitors consisting of amidine or guanidine functional groups attached to aromatic or heteroaromatic scaffolds. There is a general problem of poor oral bioavailability of these charged inhibitors. In this paper, we report the synthesis and evaluation of a series of naphthamide and naphthalene sulfonamides as uPA inhibitors containing non-basic groups as substitute for amidine or guanidine groups. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.12.040

文献信息

• Synthesis and evaluation of non-basic inhibitors of urokinase-type plasminogen activator (uPA)
  作者：Muthusamy Venkatraj、Jonas Messagie、Jurgen Joossens、Anne-Marie Lambeir、Achiel Haemers、Pieter Van der Veken、Koen Augustyns

  DOI：10.1016/j.bmc.2011.12.040

  日期：2012.2

  Recent drug discovery programs targeting urokinase plasminogen activator (uPA) have resulted in non-peptidic inhibitors consisting of amidine or guanidine functional groups attached to aromatic or heteroaromatic scaffolds. There is a general problem of poor oral bioavailability of these charged inhibitors. In this paper, we report the synthesis and evaluation of a series of naphthamide and naphthalene sulfonamides as uPA inhibitors containing non-basic groups as substitute for amidine or guanidine groups. (C) 2012 Elsevier Ltd. All rights reserved.